CA1328660C - 2-(2'-hydroxyphenyl)-5(6)-(acryloyloxyalkoxy)-benzotriazole et polymeres absorbant les u.-v. derives de celui-ci - Google Patents

2-(2'-hydroxyphenyl)-5(6)-(acryloyloxyalkoxy)-benzotriazole et polymeres absorbant les u.-v. derives de celui-ci

Info

Publication number: CA1328660C
Authority: CA; Canada
Prior art keywords: composition; benzotriazole; compound; lens; ultraviolet absorbing
Prior art date: 1987-03-03
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired - Fee Related

Application number

CA000560180A

Other languages

English (en)

Inventor

Gary B. Dunks

Akira Yamada

Charles D. Beard

Namassivaya Doddi

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Iolab Corp

Original Assignee

Iolab Corp

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1987-03-03

Filing date

1988-03-01

Publication date

1994-04-19

1988-03-01 Application filed by Iolab Corp filed Critical Iolab Corp

1994-04-19 Application granted granted Critical

1994-04-19 Publication of CA1328660C publication Critical patent/CA1328660C/fr

2011-04-19 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

239000012964 benzotriazole Substances 0.000 title claims description 31
229920000642 polymer Polymers 0.000 title claims description 26
239000000203 mixture Substances 0.000 claims abstract description 51
229920001577 copolymer Polymers 0.000 claims abstract description 31
239000000178 monomer Substances 0.000 claims abstract description 26
-1 benzotriazole compound Chemical class 0.000 claims description 32
QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 claims description 16
229920002554 vinyl polymer Polymers 0.000 claims description 15
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 11
150000001875 compounds Chemical class 0.000 claims description 10
229910052739 hydrogen Inorganic materials 0.000 claims description 10
125000004432 carbon atom Chemical group C* 0.000 claims description 9
239000001257 hydrogen Substances 0.000 claims description 9
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 7
239000000463 material Substances 0.000 claims description 7
125000000217 alkyl group Chemical group 0.000 claims description 6
229920001519 homopolymer Polymers 0.000 claims description 6
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
230000003287 optical effect Effects 0.000 claims description 6
229910052736 halogen Inorganic materials 0.000 claims description 5
150000002367 halogens Chemical group 0.000 claims description 5
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 5
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 4
238000000576 coating method Methods 0.000 claims description 4
XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 3
125000002947 alkylene group Chemical group 0.000 claims description 3
239000011248 coating agent Substances 0.000 claims description 3
125000004970 halomethyl group Chemical group 0.000 claims description 3
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 3
229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims description 2
OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 claims description 2
HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 2
WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 2
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims description 2
150000001252 acrylic acid derivatives Chemical class 0.000 claims description 2
229920000122 acrylonitrile butadiene styrene Polymers 0.000 claims description 2
125000003545 alkoxy group Chemical group 0.000 claims description 2
239000000017 hydrogel Substances 0.000 claims description 2
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
229920000058 polyacrylate Polymers 0.000 claims description 2
229920000515 polycarbonate Polymers 0.000 claims description 2
239000004417 polycarbonate Substances 0.000 claims description 2
125000004435 hydrogen atom Chemical group [H]* 0.000 claims 3
239000002985 plastic film Substances 0.000 claims 2
229920006255 plastic film Polymers 0.000 claims 2
JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 claims 1
GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 claims 1
239000004793 Polystyrene Substances 0.000 claims 1
150000002734 metacrylic acid derivatives Chemical class 0.000 claims 1
229920002223 polystyrene Polymers 0.000 claims 1
229920001291 polyvinyl halide Polymers 0.000 claims 1
229920006214 polyvinylidene halide Polymers 0.000 claims 1
125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract description 7
150000001565 benzotriazoles Chemical class 0.000 abstract description 6
238000004519 manufacturing process Methods 0.000 abstract description 2
210000000695 crystalline len Anatomy 0.000 description 18
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 10
VEXZGXHMUGYJMC-UHFFFAOYSA-N hydrochloric acid Substances Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 9
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 9
238000010521 absorption reaction Methods 0.000 description 8
238000006243 chemical reaction Methods 0.000 description 8
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 7
239000007787 solid Substances 0.000 description 7
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 6
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
238000001914 filtration Methods 0.000 description 6
WCVOGSZTONGSQY-UHFFFAOYSA-N 2,4,6-trichloroanisole Chemical compound COC1=C(Cl)C=C(Cl)C=C1Cl WCVOGSZTONGSQY-UHFFFAOYSA-N 0.000 description 5
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 5
238000002360 preparation method Methods 0.000 description 5
PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 4
XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 4
239000005977 Ethylene Substances 0.000 description 4
229920000877 Melamine resin Polymers 0.000 description 4
150000002431 hydrogen Chemical class 0.000 description 4
JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 4
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QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 4
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 4
238000010992 reflux Methods 0.000 description 4
229920005573 silicon-containing polymer Polymers 0.000 description 4
MRBKEAMVRSLQPH-UHFFFAOYSA-N 3-tert-butyl-4-hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1 MRBKEAMVRSLQPH-UHFFFAOYSA-N 0.000 description 3
239000004255 Butylated hydroxyanisole Substances 0.000 description 3
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
229920002292 Nylon 6 Polymers 0.000 description 3
239000005062 Polybutadiene Substances 0.000 description 3
239000004743 Polypropylene Substances 0.000 description 3
239000006096 absorbing agent Substances 0.000 description 3
239000002253 acid Substances 0.000 description 3
238000004458 analytical method Methods 0.000 description 3
230000015572 biosynthetic process Effects 0.000 description 3
235000019282 butylated hydroxyanisole Nutrition 0.000 description 3
230000015556 catabolic process Effects 0.000 description 3
238000006731 degradation reaction Methods 0.000 description 3
230000000694 effects Effects 0.000 description 3
239000011261 inert gas Substances 0.000 description 3
238000010907 mechanical stirring Methods 0.000 description 3
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229920006324 polyoxymethylene Polymers 0.000 description 3
230000005855 radiation Effects 0.000 description 3
210000001525 retina Anatomy 0.000 description 3
229910052708 sodium Inorganic materials 0.000 description 3
239000011734 sodium Substances 0.000 description 3
238000003786 synthesis reaction Methods 0.000 description 3
238000002834 transmittance Methods 0.000 description 3
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
206010002945 Aphakia Diseases 0.000 description 2
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 2
IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 2
229930040373 Paraformaldehyde Natural products 0.000 description 2
239000004698 Polyethylene Substances 0.000 description 2
WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
229960001413 acetanilide Drugs 0.000 description 2
150000001412 amines Chemical class 0.000 description 2
229910052786 argon Inorganic materials 0.000 description 2
235000013877 carbamide Nutrition 0.000 description 2
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238000002425 crystallisation Methods 0.000 description 2
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150000001993 dienes Chemical class 0.000 description 2
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NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 2
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KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 2
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
OJOWICOBYCXEKR-KRXBUXKQSA-N (5e)-5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(=C/C)/CC1C=C2 OJOWICOBYCXEKR-KRXBUXKQSA-N 0.000 description 1
HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
ZXDDPOHVAMWLBH-UHFFFAOYSA-N 2,4-Dihydroxybenzophenone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 ZXDDPOHVAMWLBH-UHFFFAOYSA-N 0.000 description 1
XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
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IMOYOUMVYICGCA-UHFFFAOYSA-N 2-tert-butyl-4-hydroxyanisole Chemical compound COC1=CC=C(O)C=C1C(C)(C)C IMOYOUMVYICGCA-UHFFFAOYSA-N 0.000 description 1
IKEHOXWJQXIQAG-UHFFFAOYSA-N 2-tert-butyl-4-methylphenol Chemical compound CC1=CC=C(O)C(C(C)(C)C)=C1 IKEHOXWJQXIQAG-UHFFFAOYSA-N 0.000 description 1
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125000003700 epoxy group Chemical group 0.000 description 1
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SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
230000005284 excitation Effects 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
XUCNUKMRBVNAPB-UHFFFAOYSA-N fluoroethene Chemical compound FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 description 1
229920002313 fluoropolymer Polymers 0.000 description 1
125000000524 functional group Chemical group 0.000 description 1
ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
239000008103 glucose Substances 0.000 description 1
210000003128 head Anatomy 0.000 description 1
238000004128 high performance liquid chromatography Methods 0.000 description 1
XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
230000002401 inhibitory effect Effects 0.000 description 1
150000003951 lactams Chemical class 0.000 description 1
150000002596 lactones Chemical class 0.000 description 1
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
239000011159 matrix material Substances 0.000 description 1
239000012528 membrane Substances 0.000 description 1
125000005395 methacrylic acid group Chemical group 0.000 description 1
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
235000010981 methylcellulose Nutrition 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
150000005673 monoalkenes Chemical class 0.000 description 1
LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 description 1
APVPOHHVBBYQAV-UHFFFAOYSA-N n-(4-aminophenyl)sulfonyloctadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NS(=O)(=O)C1=CC=C(N)C=C1 APVPOHHVBBYQAV-UHFFFAOYSA-N 0.000 description 1
229920005615 natural polymer Polymers 0.000 description 1
229910017604 nitric acid Inorganic materials 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
229920000620 organic polymer Polymers 0.000 description 1
150000002924 oxiranes Chemical class 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
238000004806 packaging method and process Methods 0.000 description 1
239000003973 paint Substances 0.000 description 1
239000008188 pellet Substances 0.000 description 1
PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920000233 poly(alkylene oxides) Polymers 0.000 description 1
229920001084 poly(chloroprene) Polymers 0.000 description 1
229920002492 poly(sulfone) Polymers 0.000 description 1
229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 1
229920002239 polyacrylonitrile Polymers 0.000 description 1
229920001748 polybutylene Polymers 0.000 description 1
229920000647 polyepoxide Polymers 0.000 description 1
229920000728 polyester Polymers 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
229920001195 polyisoprene Polymers 0.000 description 1
229920006254 polymer film Polymers 0.000 description 1
229920000193 polymethacrylate Polymers 0.000 description 1
229920006380 polyphenylene oxide Polymers 0.000 description 1
229920001451 polypropylene glycol Polymers 0.000 description 1
229920002635 polyurethane Polymers 0.000 description 1
239000004814 polyurethane Substances 0.000 description 1
229920002689 polyvinyl acetate Polymers 0.000 description 1
239000011118 polyvinyl acetate Substances 0.000 description 1
229920002451 polyvinyl alcohol Polymers 0.000 description 1
229920002620 polyvinyl fluoride Polymers 0.000 description 1
239000005033 polyvinylidene chloride Substances 0.000 description 1
239000001103 potassium chloride Substances 0.000 description 1
235000011164 potassium chloride Nutrition 0.000 description 1
239000000047 product Substances 0.000 description 1
239000005297 pyrex Substances 0.000 description 1
238000010791 quenching Methods 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
230000002829 reductive effect Effects 0.000 description 1
230000000979 retarding effect Effects 0.000 description 1
239000004576 sand Substances 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
229910052938 sodium sulfate Inorganic materials 0.000 description 1
235000011152 sodium sulphate Nutrition 0.000 description 1
RBWSWDPRDBEWCR-RKJRWTFHSA-N sodium;(2r)-2-[(2r)-3,4-dihydroxy-5-oxo-2h-furan-2-yl]-2-hydroxyethanolate Chemical compound [Na+].[O-]C[C@@H](O)[C@H]1OC(=O)C(O)=C1O RBWSWDPRDBEWCR-RKJRWTFHSA-N 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
230000000087 stabilizing effect Effects 0.000 description 1
239000008117 stearic acid Substances 0.000 description 1
229920006132 styrene block copolymer Polymers 0.000 description 1
239000000126 substance Substances 0.000 description 1
150000005846 sugar alcohols Polymers 0.000 description 1
229920001897 terpolymer Polymers 0.000 description 1
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
229940124543 ultraviolet light absorber Drugs 0.000 description 1
239000006097 ultraviolet radiation absorber Substances 0.000 description 1
150000003672 ureas Chemical class 0.000 description 1
238000004383 yellowing Methods 0.000 description 1
239000011701 zinc Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
239000004711 α-olefin Substances 0.000 description 1

Classifications

- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/14—Macromolecular materials
- A61L27/16—Macromolecular materials obtained by reactions only involving carbon-to-carbon unsaturated bonds
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/50—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/16—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
- C07D249/18—Benzotriazoles
- C07D249/20—Benzotriazoles with aryl radicals directly attached in position 2
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
- C08F20/34—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
- C08F20/36—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate containing oxygen in addition to the carboxy oxygen, e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
- G02B1/041—Lenses
- G02B1/043—Contact lenses
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61F—FILTERS IMPLANTABLE INTO BLOOD VESSELS; PROSTHESES; DEVICES PROVIDING PATENCY TO, OR PREVENTING COLLAPSING OF, TUBULAR STRUCTURES OF THE BODY, e.g. STENTS; ORTHOPAEDIC, NURSING OR CONTRACEPTIVE DEVICES; FOMENTATION; TREATMENT OR PROTECTION OF EYES OR EARS; BANDAGES, DRESSINGS OR ABSORBENT PADS; FIRST-AID KITS
- A61F2/00—Filters implantable into blood vessels; Prostheses, i.e. artificial substitutes or replacements for parts of the body; Appliances for connecting them with the body; Devices providing patency to, or preventing collapsing of, tubular structures of the body, e.g. stents
- A61F2/02—Prostheses implantable into the body
- A61F2/14—Eye parts, e.g. lenses or corneal implants; Artificial eyes
- A61F2/16—Intraocular lenses
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61F—FILTERS IMPLANTABLE INTO BLOOD VESSELS; PROSTHESES; DEVICES PROVIDING PATENCY TO, OR PREVENTING COLLAPSING OF, TUBULAR STRUCTURES OF THE BODY, e.g. STENTS; ORTHOPAEDIC, NURSING OR CONTRACEPTIVE DEVICES; FOMENTATION; TREATMENT OR PROTECTION OF EYES OR EARS; BANDAGES, DRESSINGS OR ABSORBENT PADS; FIRST-AID KITS
- A61F2/00—Filters implantable into blood vessels; Prostheses, i.e. artificial substitutes or replacements for parts of the body; Appliances for connecting them with the body; Devices providing patency to, or preventing collapsing of, tubular structures of the body, e.g. stents
- A61F2/02—Prostheses implantable into the body
- A61F2/14—Eye parts, e.g. lenses or corneal implants; Artificial eyes
- A61F2/16—Intraocular lenses
- A61F2002/16965—Lens includes ultraviolet absorber
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2430/00—Materials or treatment for tissue regeneration
- A61L2430/16—Materials or treatment for tissue regeneration for reconstruction of eye parts, e.g. intraocular lens, cornea

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Organic Chemistry (AREA)
Medicinal Chemistry (AREA)
Oral & Maxillofacial Surgery (AREA)
Life Sciences & Earth Sciences (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
General Health & Medical Sciences (AREA)
Dermatology (AREA)
Chemical Kinetics & Catalysis (AREA)
Transplantation (AREA)
Epidemiology (AREA)
Animal Behavior & Ethology (AREA)
Physics & Mathematics (AREA)
Polymers & Plastics (AREA)
Optics & Photonics (AREA)
General Physics & Mathematics (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Compositions Of Macromolecular Compounds (AREA)
Materials For Medical Uses (AREA)
Eyeglasses (AREA)
Paints Or Removers (AREA)

CA000560180A 1987-03-03 1988-03-01 2-(2'-hydroxyphenyl)-5(6)-(acryloyloxyalkoxy)-benzotriazole et polymeres absorbant les u.-v. derives de celui-ci Expired - Fee Related CA1328660C (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US2109687A	1987-03-03	1987-03-03
US21,096		1987-03-03

Publications (1)

Publication Number	Publication Date
CA1328660C true CA1328660C (fr)	1994-04-19

Family

ID=21802319

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000560180A Expired - Fee Related CA1328660C (fr)	1987-03-03	1988-03-01	2-(2'-hydroxyphenyl)-5(6)-(acryloyloxyalkoxy)-benzotriazole et polymeres absorbant les u.-v. derives de celui-ci

Country Status (8)

Country	Link
EP (1)	EP0283166B1 (fr)
JP (1)	JP2683007B2 (fr)
KR (1)	KR950008780B1 (fr)
AU (1)	AU601024B2 (fr)
BR (1)	BR8800902A (fr)
CA (1)	CA1328660C (fr)
DE (1)	DE3867267D1 (fr)
MY (1)	MY103224A (fr)

Families Citing this family (27)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4716234A (en) *	1986-12-01	1987-12-29	Iolab Corporation	Ultraviolet absorbing polymers comprising 2-(2'-hydroxy-5'-acryloyloxyalkoxyphenyl)-2H-benzotriazole
US5194456A (en) *	1989-12-04	1993-03-16	Ioptex Research, Inc.	Uv absorbers and pmma material containing such absorbers
EP0441746B1 (fr) *	1990-02-06	1995-06-21	Ciba-Geigy Ag	Liants stabilisés à la lumière pour revêtements
US5198498A (en) *	1990-02-06	1993-03-30	Ciba-Geigy Corporation	Light-stabilized binders for coating compositions
JP2685980B2 (ja) *	1990-11-26	1997-12-08	株式会社メニコン	紫外線吸収性眼内レンズ
RU2126393C1 (ru) *	1992-02-05	1999-02-20	Циба Спешиалти Кемикэлс Холдинг Инк.	Замешенные бензотриазолы и стабилизированная композиция и покрывная система, их содержания
JP3251676B2 (ja) *	1992-12-28	2002-01-28	興和株式会社	親水性紫外線吸収剤
US5910537A (en) *	1994-07-22	1999-06-08	Staar Surgical Company Inc.	Biocompatible, optically transparent, ultraviolet light absorbing, polymeric material based upon collagen and method of making
JP3722986B2 (ja) *	1997-08-29	2005-11-30	株式会社ニデック	紫外線吸収性基材
JP3941300B2 (ja) *	1999-10-21	2007-07-04	三菱化学株式会社	オレフィン系樹脂組成物及びこれを含有する熱可塑性樹脂組成物
JP2002169020A (ja) *	2000-12-04	2002-06-14	Konica Corp	光学フィルム、偏光板及びこれを用いた表示装置
US6955430B2 (en)	2001-12-11	2005-10-18	Pratt Steven G	Blue blocking lens
DK1581272T3 (da)	2003-01-09	2006-10-02	Alcon Inc	UV-absorbere med dobbelt funktion til oftalmiske linsematerialer
US20060252850A1 (en) *	2005-05-04	2006-11-09	Bausch & Lomb Incorporated	Radiation-absorbing polymeric materials and ophthalmic devices comprising same
WO2007026593A1 (fr)	2005-08-30	2007-03-08	Konica Minolta Opto, Inc.	Affichage a cristaux liquides
US7854864B2 (en)	2006-04-28	2010-12-21	Konica Minolta Opto, Inc.	Method for manufacturing an optical film having a convexoconcave structure
JP5392664B2 (ja) *	2007-01-31	2014-01-22	信一郎礒部	重合性蛍光色素及びその製造方法並びにその重合体
WO2008126699A1 (fr) *	2007-04-10	2008-10-23	Konica Minolta Opto, Inc.	Polymère absorbant des ultraviolets, film optique d'ester de cellulose, procédé pour produire un film optique d'ester de cellulose, plaque de polarisation et affichage à cristaux liquides
JP2009096955A (ja) *	2007-10-19	2009-05-07	Konica Minolta Opto Inc	光学フィルム、偏光板、液晶表示装置
TWI453199B (zh)	2008-11-04	2014-09-21	Alcon Inc	用於眼用鏡片材料之紫外光／可見光吸收劑
JP5166377B2 (ja) *	2009-09-07	2013-03-21	三菱樹脂アグリドリーム株式会社	農業用フィルム
JP5518613B2 (ja) *	2010-07-21	2014-06-11	シプロ化成株式会社	ベンゾトリアゾール誘導体化合物
JP2012236797A (ja) *	2011-05-12	2012-12-06	Adeka Corp	複合体及びその製造方法
JP2018177976A (ja) *	2017-04-13	2018-11-15	新中村化学工業株式会社	ベンゾトリアゾール系（共）重合体およびこれを含有する紫外線吸収性塗料並びに該塗料がコーティングされたフィルム
JP6994748B2 (ja) *	2017-04-13	2022-01-14	シプロ化成株式会社	ベンゾトリアゾール誘導体化合物
JP6877707B2 (ja) *	2017-08-10	2021-05-26	国立大学法人福井大学	ベンゾトリアゾール系重合体を含有する樹脂組成物
CN120868279B (zh) *	2025-09-19	2026-01-06	温州市氟塑设备制造厂	一种抗腐蚀性好的聚四氟乙烯补偿器及其制备方法

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3159646A (en) *	1960-01-13	1964-12-01	American Cyanamid Co	Alkenoylamido and oxy phenylbenzotriazoles
NL279774A (fr) *	1961-06-16
GB1346764A (en) *	1970-06-09	1974-02-13	Agfa Gevaert	Ultraviolet absorbing filter layers
NZ208751A (en) *	1983-07-11	1987-04-30	Iolab Corp	2-hydroxy-5-acrylyloxyalkylphenyl-2h-benzotriazole derivatives and polymers and copolymers thereof and use as uv absorbing additives in polymer compositions
DE3475617D1 (en) *	1983-07-26	1989-01-19	Ciba Geigy Ag	Compounds which can be copolymerised
US4716234A (en) *	1986-12-01	1987-12-29	Iolab Corporation	Ultraviolet absorbing polymers comprising 2-(2'-hydroxy-5'-acryloyloxyalkoxyphenyl)-2H-benzotriazole
DE3888952D1 (de) *	1987-12-28	1994-05-11	Ciba Geigy	Neue 2-(2-Hydroxyphenyl)-benztriazol-derivate.

1988
- 1988-02-10 JP JP63027856A patent/JP2683007B2/ja not_active Expired - Fee Related
- 1988-02-29 AU AU12381/88A patent/AU601024B2/en not_active Ceased
- 1988-03-01 CA CA000560180A patent/CA1328660C/fr not_active Expired - Fee Related
- 1988-03-02 KR KR1019880002154A patent/KR950008780B1/ko not_active Expired - Fee Related
- 1988-03-02 DE DE8888301822T patent/DE3867267D1/de not_active Expired - Lifetime
- 1988-03-02 EP EP88301822A patent/EP0283166B1/fr not_active Expired - Lifetime
- 1988-03-02 BR BR8800902A patent/BR8800902A/pt not_active Application Discontinuation
- 1988-03-02 MY MYPI88000214A patent/MY103224A/en unknown

Also Published As

Publication number	Publication date
DE3867267D1 (de)	1992-02-13
MY103224A (en)	1993-05-29
AU601024B2 (en)	1990-08-30
AU1238188A (en)	1988-09-01
KR880011132A (ko)	1988-10-26
EP0283166B1 (fr)	1992-01-02
EP0283166A1 (fr)	1988-09-21
JP2683007B2 (ja)	1997-11-26
BR8800902A (pt)	1988-10-11
JPS63227575A (ja)	1988-09-21
KR950008780B1 (ko)	1995-08-08

Legal Events

Date	Code	Title	Description
2008-04-21	MKLA	Lapsed

Publication	Publication Date	Title
CA1328660C (fr)	1994-04-19	2-(2'-hydroxyphenyl)-5(6)-(acryloyloxyalkoxy)-benzotriazole et polymeres absorbant les u.-v. derives de celui-ci
CA1232608A (fr)	1988-02-09	Polymeres de 2-hydroxy-5-acryloxyalkylphenyl-2h- benzotriazoles absorbant dans l'ultraviolet
EP0274844B1 (fr)	1991-11-06	Polymères absorbant l'ultraviolet et contenant un 2-(2'-hydroxy-5'-acryloyloxyalcoxyphényl)-2H-benzotriazole
US4528311A (en)	1985-07-09	Ultraviolet absorbing polymers comprising 2-hydroxy-5-acrylyloxyphenyl-2H-benzotriazoles
EP0282294B1 (fr)	1993-12-01	Composés vinylsilylalkoxy-arylbenzotrialiques et compositions absorbant le UV préparé de ceci
US4985559A (en)	1991-01-15	UV Absorbing vinyl monomers
JP2963945B2 (ja)	1999-10-18	２，２’−ビス（６−ベンゾトリアゾリルフェノール）化合物
JPH08509227A (ja)	1996-10-01	スチレン基を有するｕｖ吸収ベンゾトリアゾール
US4611061A (en)	1986-09-09	2'-hydroxy-5'-(hydroxyalkyl)phenyl-2H-benzotriazoles
EP0639209B1 (fr)	1998-01-07	Melanine synthetique pure utilisee notamment dans des dispositifs optiques a leger voile
US5194544A (en)	1993-03-16	UV absorbing vinyl monomers and polymers and ocular implants prepared therefrom
JP2983299B2 (ja)	1999-11-29	紫外線吸収剤とそれを含有する成形品
JP2726685B2 (ja)	1998-03-11	ベンゾトリアゾール化合物
JP3641079B2 (ja)	2005-04-20	紫外線吸収剤
CA1304366C (fr)	1992-06-30	Monomeres et polymeres vinyliques absorbant les u.-v. et implants oculaires prepares a partir de ceux-ci
GB2232667A (en)	1990-12-19	Ultraviolet light absorbing benzotriazolyl-benzophenone compounds and their copolymerizable derivatives
GB2237567A (en)	1991-05-08	Naphthylbenzotriazoles